
Holiday rentals with a kayak in Rutland County
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Top-rated Accommodation with a Kayak in Rutland County
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Holiday House Rentals with a Kayak

Hillside Haven Victorian! Hot Tub Firepit 5m-Okemo
David’s place was amazing! It was excellent for our group, and he was very communicative. Thanks so much!

Breathtaking Lakeside Retreat!
Second year renting. Great place, definitely would recommend. Hope to return next year. Brooke is a fantastic host. Thank you

Vermont Lake House
Very nice house for all season adventure, accessible location without the worry of trapping in deep snow. Would like to visit again in the summer!

Valhalla
Great house with plenty of amenities - perfect for a ski weekend with friends! Very clean and well stocked. Would rent again!

Amherst 1: Lakefront Cabin!
This place is beautiful, meticulously organized and have everything you need! It’s great for a small family or group of friends that want to unwind on the lake. I’ll be back!

The Barn at Cold River ~ 20 minutes to Ski Resorts
Nestled riverside, this Vermont barn-turned-haven was pure magic! Modern design met rustic charm, creating a homey, light-filled space. Imagine waking to the gentle murmur of the river, just steps from your door. Kayaking at dawn? Yes! Evenings by the fire pit, under a blanket of stars? Absolutely. The renovated barn boasted sleek, clean lines, yet retained its warm, original character. Every detail, from the plush linens to the fully equipped kitchen, spoke of thoughtful hospitality. A true escape, where nature's symphony played on repeat. Unforgettable!

Lake Champlain Waterfront House Retreat
Our family of five just spent Thanksgiving at the lake house. Its size and layout accommodated us well - having the second frig became necessary. It’s a lovely place and stunning views from almost every window. Would definitely come again. Thanks!

Star of the Lake 10 minutes from Okemo
Great location for Okemo ski trip. House had a really good layout for two families. We enjoyed the big kitchen, pool table, hot tub, and 3 full bathrooms. The sun room looking across the lake was perfect for morning coffee and group puzzling. Melissa was very easy to communicate with and went above and beyond accommodating us when we needed to move our check in date to one day earlier. If you stay, make sure to check out Crowley Cheese nearby. Delicious Vermont cheddar. We would gladly return!
Cottages with a kayak

The Spiral Cottage on Lake Hortonia
This was our third year at the Spiral Cottage for our annual girls trip!! Lisa is SO responsive and accommodating and we always have an absolute blast at her place. Thank you Lisa!!

Lake Saint Catherine Cottage with private Dock.
What a great place! Came up for a few days of ice fishing and couldn't be happier. The place was just as described and had everything we needed and more. The property and the lake were beautiful. Lee gave clear directions and made sure we had everything we needed. Highly recommend!

Sandsend Cottage - Lakefront Serenity
Exactly what we were hoping to find - quite and peaceful location surrounded by fruit loop filled foliage. Steph provided clear instructions and guidance to get to any gain access to the property. We feel blessed to have had our family gather to hike, fish, canoe, and cook s’mores by the fire pit. We couldn’t have had a better stay (unless it were a longer stay :). Very grateful!

Military Family Owned Cottage with View & Dock
Kate was a great host. The cottage was rustic and cozy, the view of the lake was magnificent. She was responsive and went above and beyond to help us when we had questions. We will definitely stay there again when we need an escape.

Restful & Relaxing Cottage on Lake Bomoseen
The lake front cabin has great views and peaceful surroundings. The lake was frozen, so kids enjoyed ice fishing and watching the stars. We had plenty of snow for sledding and skiing in Killington. John made sure the driveway was clean and safe at all times. Thank you for sharing your cabin with us!

Bright & Homey 3 bedroom near Killington & Pico
We enjoyed our stay at Madelyn’s place for our weekend ski trip. It was conveniently located close to Killington and was fairly spacious.

Cheerful 4-br lakeside cottage- minutes to Okemo!
Beautiful, well equipped home on a lake. The house was very cozy with beautiful views of the lake and Okemo mountain. Bedrooms were perfectly configured for our family of 5, with plenty of bathrooms and seating areas throughout. House had great heating options (radiant heat, heat pumps and gas fireplace) to stay comfortable during a very, very cold week of skiing. We saw a bald eagle as well! Very easy to access Jackson Gore base area (5 minutes) and only a few more to the main base area. 10 minutes to town. Couple great restaurants nearby. Host was very responsive and accommodating. We arrived during a massive snow storm and Chris was very helpful addressing issues with plowing and shoveling of driveway/walkway. One thing to note is that the house is located on a gravel/dirt road. You need a 4WD vehicle with proper tires to access this area safely during bad weather. Would stay again!

Waterfront Bliss on Lake Hortonia, Vermont
We had a wonderful time at the cabin as always! It is such a perfect beautiful spot, private and quiet and comfortable. The screened in porch is a fave, the place has everything you need from cooking stuff to cozy blankets, board games books life jackets, they think of everything. We will be back!
Cabin rentals with a kayak

Peaceful Lakeside Getaway!
Ur right on the pond ! Very relaxing! Nice fishing ! Great place for a vacation! The water was warm for swimming! Been going for 4 years ! Never disappointed!

The Treehouse, Cozy Cabin on Lake Rescue
Perfect spot for a ski weekend!! Just minutes from Okemo, beautiful and peaceful location. Great communication from Jessica on all things house related as well as things to do nearby, restaurant recommendations. House was full of amenities, felt right at home. We will be back!

Cozy stone faced cottage on Lake Bomoseen.
absolutely loved this place I hope to return when it is nicer

Charming waterfront 4-bedroom cabin
I have ties to this beautiful lake and feel fortunate for the opportunity to stay at Buttercup. While the camp was built many years ago and still has the original camp charm, it has many updates. ("old school" husband got a kick out of Alexa) It was very comfortable for eight people. There is no A/C but John does have fans. We also brought some of our own, and luckily temps dropped back into the high 70's - mid 80's, so we really didn't need/use all of them. We all loved fishing from the dock and kayaks. The steps down, so you can walk into the lake are great (especially for older people), and not all places have that feature. We cooked dinners 3 times while there, and I can't think of anything that wasn't there to do so. I think the only notable thing (for us) is the parking. The gravel driveway is a little hard to see and go down.( for us flatlanders from FL) There is a parking area at the side of the road by the garage where we parked and let our son from TN park downhill Thanks

Cabins on Lake Sunset W/Large Boathouse
This is a place that we are fortunate to go to each year. Our entire family loves the cabin and peaceful lake. I think this is our 7th year. If you’re looking for tranquil, this is the perfect place. I’m so grateful Sharon makes this home available for people to enjoy. We will continue to make sure we fit in a time each year to take advantage of the opportunity to stay and truly rest, we truly enjoy her place ! Thank you

Tinmouth Pond Cabin Retreat
Harold’s Place was amazing! The lake is clean and clear. The house was very comfortable and everything was spotless. Our dog loved it and she relaxed like we’ve never seen before! Harold was amazing with his suggestions on where to go also brought us out onto the lake and took us for a tour and fishing. He is very knowledgable of the area and all things Vermont. We are definitely coming back next year!

T’s Hideaway
Loved our stay!

Cozy Country Cabin
Stayed with a group of 5, and it was a lovely and cozy experience. Even though the rain thwarted our hiking plans, it was worth it with the cabin and lakeview itself and of course the dogs and cats! Jennifer was extremely responsive, and the only thing to note is there is a slight odor to the water, which you are told in advance. Otherwise, our group definitely hopes to come back here with our own dogs and hopefully to see the cows next time!!
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- Stratton Mountain
- Okemo Mountain Resort
- Sugarbush Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- West Mountain Ski Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Mount Snow Ski Resort
- Northeast Slopes Ski Tow
- Ekwanok Country Club
- Hooper Golf Course
- Lake George Expedition Park
- Fort Ticonderoga
- Dartmouth Skiway
- Hildene, The Lincoln Family Home
- Dorset Field Club
- Bromley Mountain Ski Resort
- Gooney Golf
- Adirondack Extreme Adventure Course
- Lincoln Peak Vineyard
- Cozy Cottages & Otter Valley Winery
- Autumn Mountain Winery
- Killington Adventure Center
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